Dimethylformamide → HCID 23442404, compound

Participants

Reaction Steps

To a suspension of sodium hydride (60-72% in mineral oil, 0.14 g, 3.5 mmol), which was washed with hexane and dried in vacuo, in N,N-dimethylformamide (25 ml) was added a N,N-dimethylformamide solution of 1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (EXAMPLE 47, step 2, 0.5 g, 2.3 mmol) at 0° C. The mixture was allowed to warm up to room temperature and stirred for 1 h. After 1,5-diiodopentane (1.74 ml, 11.7 mmol) was added at 0° C., the mixture was stood at room temperature for 2 days. Additional sodium hydride (60-72% in mineral oil, 92 mg, 2.3 mmol) was added at room temperature. The mixture was stirred for 6 h, quenched with water and extracted with ethyl acetate (50 ml×2). The organic layer was dried over magnesium sulfate and concentrated. Purification by column chromatography on silica gel eluting with ethyl acetate/hexane (1:1) gave 436 mg (46%) of the title compound as a yellow solid.

Provenance & Evidence